- USA
- Maine
- Boothbay Harbor
- Five Islands
- Vacation Rentals with Pools
Five Islands Vacation Homes and Villas with Pools
Find Luxury Places to Stay Near Five Islands with a Swimming Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Pool
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- Pool
People Visiting Five Islands Also Like
- Parking
- TV
- Balcony/Terrace
- Pet Friendly
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Parking
- Balcony/Terrace
- Parking
- Pet Friendly
- TV
- Air Conditioner
- View
- Private Beach
- Air Conditioner
- Parking
- TV
- Pet Friendly
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Parking
- TV
- Wheelchair Accessible
- Balcony/Terrace
- Accessibility
- Pet Friendly
- Security/Safety
- Child Friendly
- Pet Friendly
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- TV
- Pet Friendly
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Parking
- TV
- Parking
- TV
- View
- Air Conditioner
- Parking
- TV
- Parking
- TV
- Balcony/Terrace
- Parking
- Pet Friendly
- TV
- Parking
- TV
- Balcony/Terrace
- Air Conditioner
- TV
- View
- Parking
- TV
- Balcony/Terrace
- Parking
- TV
- View
- Parking
- Pet Friendly
- TV
- View
- Ocean View
- Balcony/Terrace
About Five Islands Vacation Rentals with Pools on PickleTrip
Swimming pools are a great way to cool off during the hot summer months or to enjoy a relaxing soak after a long day of activities. At PickleTrip™, we offer a wide range of vacation rentals with swimming pools in Five Islands to suit all types of travelers. Whether you are looking for a private pool for a family vacation, or a communal pool to share with other guests, we have something for all pickleball enthusiasts and every traveler.
Our vacation rentals with swimming pools come in all shapes and sizes to suit your needs and budget. From luxury villas with private infinity pools to cozy cabins with communal hot tubs, our rentals have something for everyone. We also offer a range of amenities such as WiFi, hot tubs, self-catering, and more to make your stay as comfortable as possible. Browse our selection of vacation rentals with swimming pools in Five Islands and book your next vacation today!
Frequently Asked Questions About Five Islands Rentals with Pools
There are a lot of options in Five Islands. If you plan on staying in the Five Islands area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Five Islands:
- Ocean front cottage on a drive-on island in Boothbay Harbor, Maine
- Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
- Beautiful Cottage On Water, Near Beach, Pet Friendly!
- Wiggleswick Cottage; A Dogs Welcome Certified Property! Holiday availability!
- Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
- Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
- Unique, romantic, motorless floating island w/4 hp skiff
- Romance and Adventure on the High Seas! The Charles Andrew with Motorized Skiff
- Decker Cove Southport Paradise with Central Air Conditioning
- A Water Getaway. Vacation On A Houseboat in Maine, A Virtual Private Island.
- Saltwater farmhouse on 2+ acres of waterfront with private dock
- Ocean Gate Resort
- Ocean Gate Resort
- Cheerful Southport Island Waterfront Cottage, 'Tigin'
- Ocean front cottage on a drive-on island in Boothbay Harbor, Maine
- Island Pines
- Coveside Bed & Breakfast
- Enjoyable 1-bedroom rustic cottage in Southport.
See all pet-friendly luxury rentals in Five Islands on PickleTrip
- Saltwater farmhouse on 2+ acres of waterfront with private dock
- Ocean Gate Resort
- Ocean Gate Resort
- Cheerful Southport Island Waterfront Cottage, 'Tigin'
- Ocean front cottage on a drive-on island in Boothbay Harbor, Maine
- Island Pines
- Coveside Bed & Breakfast
- Enjoyable 1-bedroom rustic cottage in Southport.